(4bS,5S,9bS,10S)-10-(3,4-dihydroxyphenyl)-5-(4-hydroxyphenyl)-4b,5,9b,10-tetrahydroindeno[2,1-a]indene-1,3,6,8-tetrol

Details

• Internal ID: cfa21b3b-2402-450e-bcbf-aad9529f954c
• Taxonomy: Benzenoids > Indanes
• IUPAC Name: (4bS,5S,9bS,10S)-10-(3,4-dihydroxyphenyl)-5-(4-hydroxyphenyl)-4b,5,9b,10-tetrahydroindeno[2,1-a]indene-1,3,6,8-tetrol
• SMILES (Canonical): C1=CC(=CC=C1C2C3C(C(C4=C3C=C(C=C4O)O)C5=CC(=C(C=C5)O)O)C6=C2C(=CC(=C6)O)O)O
• SMILES (Isomeric): C1=CC(=CC=C1[C@@H]2[C@@H]3[C@@H]([C@H](C4=C3C=C(C=C4O)O)C5=CC(=C(C=C5)O)O)C6=C2C(=CC(=C6)O)O)O
• InChI: InChI=1S/C28H22O7/c29-14-4-1-12(2-5-14)23-25-17(8-15(30)10-21(25)34)28-24(13-3-6-19(32)20(33)7-13)26-18(27(23)28)9-16(31)11-22(26)35/h1-11,23-24,27-35H/t23-,24-,27+,28+/m0/s1
• InChI Key: CQANGYATKKFCOC-KBJUPQRZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₂₂O₇
• Molecular Weight: 470.50 g/mol
• Exact Mass: 470.13655304 g/mol
• Topological Polar Surface Area (TPSA): 142.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.78
• H-Bond Acceptor: 7
• H-Bond Donor: 7
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9716	97.16%
Caco-2	-	0.8920	89.20%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.6097	60.97%
OATP2B1 inhibitior	-	0.5544	55.44%
OATP1B1 inhibitior	+	0.9238	92.38%
OATP1B3 inhibitior	+	0.9287	92.87%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.5892	58.92%
P-glycoprotein inhibitior	-	0.6570	65.70%
P-glycoprotein substrate	-	0.9178	91.78%
CYP3A4 substrate	-	0.5600	56.00%
CYP2C9 substrate	-	0.5790	57.90%
CYP2D6 substrate	+	0.3897	38.97%
CYP3A4 inhibition	-	0.6197	61.97%
CYP2C9 inhibition	+	0.6432	64.32%
CYP2C19 inhibition	-	0.7758	77.58%
CYP2D6 inhibition	-	0.8678	86.78%
CYP1A2 inhibition	+	0.9036	90.36%
CYP2C8 inhibition	+	0.7361	73.61%
CYP inhibitory promiscuity	+	0.6836	68.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Warning	0.4882	48.82%
Eye corrosion	-	0.9911	99.11%
Eye irritation	+	0.7888	78.88%
Skin irritation	+	0.6756	67.56%
Skin corrosion	-	0.8564	85.64%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6627	66.27%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	+	0.5261	52.61%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5547	55.47%
Acute Oral Toxicity (c)	III	0.4685	46.85%
Estrogen receptor binding	+	0.7273	72.73%
Androgen receptor binding	+	0.8227	82.27%
Thyroid receptor binding	+	0.7673	76.73%
Glucocorticoid receptor binding	+	0.8172	81.72%
Aromatase binding	+	0.6526	65.26%
PPAR gamma	+	0.9013	90.13%
Honey bee toxicity	-	0.8742	87.42%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9763	97.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.88%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	93.81%	91.49%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.53%	99.15%
CHEMBL3194	P02766	Transthyretin	89.36%	90.71%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.20%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	89.06%	93.40%
CHEMBL4208	P20618	Proteasome component C5	84.12%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.41%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.47%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.03%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.16%	89.00%

Plants that contains it

• Caragana rosea

Cross-Links

• PubChem: 163051280
• LOTUS: LTS0018189
• wikiData: Q104976440